Chapter 12 - On the Dessert Menu

The table top span again.

Will caught sight of Raymond’s distinctly queasy face in the mirrors. From the look of him, it seemed likely that he might vomit before the game ended.

Will was acutely aware of the fullness in his backside. He’d become very used to having it filled, and as yet he wasn’t struggling to keep the chocolatey deposit safe inside him. He cursed his bad luck, however, as the table-top slowed and he realised that once again his arse would be the recipient of Mistress Olwen’s handiwork.

“Oh dear,” mused Alexander. “The Gods are not on your side today, are they, bitch? And these plums are large: over three inches in diameter I should say.”

Will could only nod in dumb agreement. His asshole would need to stretch wide open to accommodate the dark purple fruit.

“So what we’re all dying to know, boy, is exactly how many you will have to suck up your chute!”

Will was relieved to see that this time Alexander only used one die instead of two to determine how many plums he would have be required to swallow.

“Three! A fair number, I should say, given the size of these beauties. Will you stand by with the potion, Yorick? The bitch will need to breathe very deeply for these to enter successfully…”

Another hit of potion, and Will felt his arse cheeks being spread apart, pulled firmly to facilitate the intrusion of the large plums. Alexander coated one of them liberally with cream and positioned it against his puckered hole. Will could see it nestling there in the mirrored reflection – massive and wide.

“Please, Sir,” he whimpered. “It’s too big…”

“Shut the fuck up, slut. Whilst I’m your master nothing is too big. You’re going to take it all.”

Alexander began to push. This time the invasion was brutal: no gradual widening of the foreign object, as was the case with the chocolate egg or his butt plug. The plum was instantly forcing his ass wide.

“Ah… ah… ah…” he gasped.

“A beautiful sight, boy, to see your slutty hole stretching to accommodate the plum.”

Will desperately inhaled the potion, and indeed, its vapours did seem to relax his sphincter somewhat. He concentrated every effort on trying to take the plum up him. Alexander’s pressure was relentless, and finally, with a squelching sound, he saw the curve of the plum disappear inside him, and his red asshole snap back into place behind it.

The sensation of his arse being stretched beyond endurance was replaced by the fullness of the plum lying hard and heavy inside his bum. His head swam from the potion, but he was to be allowed no respite, as he felt his arse once again being assailed.

“It will be easier now your arse has been stretched,” observed Alexander. And this did prove to be the case. The second plum dutifully entered him with relative ease.

“How are you feeling, slut? Full yet?”

“Yes, Sir. I am.”

“Well you’re going to have to work those muscles for a while longer yet. If you let any of your arse’s contents out, you’ll have lost the contest. And you really don’t want that to happen, now, do you?”

Will could feel the plums jostling just inside his ring. As yet he did not feel any urgency to push them out, but he knew he was only going to get fuller as time went on.

“Just one more plum, now,” cooed Alexander. And the final fruit was pressed to his puckered opening. “Open wide now.”

Will tried, really tried to force his arse to open yet another time, but the plums already within him were exerting a terrible pressure from the inside of his anus. No matter how much he breathed and tried to relax, his unco-operative sphincter remained stubbornly shut.

“No use resisting, boy,” grunted Alexander, as with one shove, he forced the final plum up the boy’s reluctant pussy.

“Aaaaaargh!” Will screamed as he was penetrated once more. Something inside him gave way, and he felt the chocolate and fruit already in him pushed further up his passage.

He panted desperately, his body convulsing in shock at the ferocity of the invasion.

“Mmmm, nice,” murmured his master. “Do you know how much it turns me on to hear you scream like that? I’m guessing you’re feeling pretty damn full by now. You’d better hope it’s not your turn again next…”

Will shivered in spite of the heat in the room, as his body adjusted to its latest aggressor.

“Better pull his tights back up for now, Yorick. It might encourage him to hold on longer…”

Unceremoniously, Will’s hose were pulled up, the silken material disappearing as usual and resting in the crack of his sore arse.

“Round we go again!”

Spinning, spinning, spinning…

“Now I have two, thick, firm bananas ready to go up one of you lucky boy’s cunts. Which of you will it be, I wonder?”

 Eventually, the table top came to its rest,

Will glanced across at Alexander and the table of desserts. It was the closest call yet, but Will sighed with relief to see that Raymond’s arse was fractionally nearer to the Steward’s eager hands and pulsing, tighted cock.

Alexander made a great deal of considering who had lost this particular round of his perverted game. “What do you think, Yorick? Is it the blue or the yellow?”

Raymond – who had resigned himself to being the recipient of the phallic fruit – perked up, hopefully.

“It is indeed a close call, Master Alexander,” replied Yorick. “But I do believe it is young Raymond’s turn to have his young bottom stuffed…”

“No, please. Please, no…” the boy gibbered.

“Silence, slut!” Alexander snapped. “Perhaps you are right.” He began to peel the first banana and made his way up to Raymond’s butt. “Your arse must feel positively roomy with only that small handful of grapes inside. You should have no trouble in taking this. We should be grateful that the banana is such a convenient design. A fruit in the shape of a cock. And here we have a delightfully long one at that. It may not have the girth of the plum, but it more than makes up for it in length!”

More frothy cream was applied to the tip of the peeled banana and Will was able to watch the pale yellow fruit begin to disappear inside Raymond’s peachy behind.

“Oh, oh, oh,” the other boy gasped as he was raped by the banana’s flesh. Alexander teased him by withdrawing the fruit slightly, and then slowly inserted the entire length of it.

Alexander began to rub Raymond’s cock through his hose. “A yellow banana for my yellow tights bitch. How does that feel, boy? Having a big old banana shoved deep inside your slutty cunt?”

Will saw Raymond’s face crumple. Is he going to cry, he wondered.

“Answer me, boy!”

“It feels – humiliating. Degrading. To be used like this,” whimpered Raymond. “My bum being stuffed first with grapes and then a banana.”

“Good. As it should be. And now, we have its twin, ready to join the first.”

Alexander began to unpeel the remaining fruit. Suddenly he paused.

“And yet… I can’t help feel that this banana is so fine and straight and firm, it would be a shame for our blue bitch not to experience it. And the table did rest at roughly the halfway point, after all…”

“Please, Sir!” Will exclaimed, without thinking. “That’s not fair!”

Alexander strode over to the lad, and grabbed the top of his hair. “Don’t you dare presume to tell me what to do, bitch. Haven’t you learned, yet? Life here in the castle isn’t fair! And boy, you’ve sealed your fate now. You’ll take this banana up your arsehole, and you’ll take it all!”

Will wasn’t sure he could even try, but as soon as the fruit began to be pushed into him, he realised his body had somehow managed to suck the heavy plums further inside him, so that there was now some space to accommodate the entry of the banana. Will breathed deeply as he felt the fruit sliding smoothly up his arse. Only right at the end did the banana meet any resistance, and Will felt the last inch or so break off as his arse closed around the bulk of the fruit.

Alexander moved to Will’s other end and smeared the gunky banana over the boy’s cheeks and then pushed it into his mouth.

“I said you’d swallow it all. I suppose this end of you will do as well, bitch…”

Will gulped down the sweet tasting fruit. He glanced down, and saw his belly swollen – filled as it now was with the chocolate fondant, the plums and now the big banana.

“Good, boys. I had every confidence you could do it! And I’ve always been fond of baked banana. I look forward to the reappearance of the bananas once they’ve been heated to a melted, gunky mush by your respective guts! Which one will be released first, I wonder?”

Will squeezed his arse hole tight. He was determined to beat Raymond even though his backside must now be packed with at least twice the volume that had been deposited inside his rival’s anal cavity.

Alexander turned to the silver platter. “What a pity… it seems that all too soon our entertaining little game must draw to a close. Still, I have saved the best till last.”

With a flourish, he produced a large bowl full of fluffy, pink marshmallows.

“Don’t look so disappointed, Yorick,” he admonished. “They may not have the length of a banana or the girth of a plum, but they are a devilish addition to our contest. And this is why: the combination of sugar and gelatine is a fatal one! The mixture will irritate the arse lining of our victims very quickly, and will have the effect of a laxative. The arse will desperately want to expel the mallows, and the effort of trying to keep them inside will be most excruciating for one of these poor young sluts!”

Will gulped. Wherever the table landed on this turn looked very likely to decide who would win and who would lose Alexander’s kinky game.

Raymond seemed to be having the same thought, and was shifting his body weight awkwardly as his stomach growled and grumbled in protest at its cargo.

“Here we go! One last time!” declared Yorick.

Will was having to breathe deeply and heavily now, maintaining every ounce of concentration to ensure that his body did not rebel against his wishes, crying out as it was to be allowed to release the accumulated foodstuffs that had been forced inside him. As the wheel began to slow, a sharp cramp in his stomach nearly propelled the tightly packed food inside him into his hose. Will screwed up his eyes and squeezed his hole tighter than he could have imagined possible. He panted and sweated with the effort, but somehow, miraculously he managed not to leak any of his precious cargo.

Finally he opened his eyes. He groaned inwardly. He looked up into Yorick’s leering face: his bum, still pointed toward the sky, resting perfectly conveniently next to Alexander and the waiting bowl of marshmallows.

Alexander tutted. “Your hole really is the greediest I’ve ever known, boy. You can’t get enough, can you?”

The potion was forced back under his nose, causing his senses to swim. What if the other boys in the village could see him now, he wondered. Forced onto all fours like a dog, naked apart from his figure-hugging skin tight hosiery which clung to every curve of his young body: encasing his feet, his muscular calves and thighs, the hard firmness of his cock and balls, and the round peaches of his arse. And added to that, a bulging stomach also covered by the waistband of the tights. His most intimate opening had been violated in the most humiliating of ways merely for Alexander’s amusement: with the sweets and delicacies of the dessert tray mercilessly inserted into his backside. His stomach muscles cramped and protested as he felt the waist of his tights lowered for yet new torture to begin.

It wasn’t large, and given the stretching his arse had had over the past couple of months, it was no surprise that the marshmallow popped inside him with ease. Alexander’s fingers followed it, pushing it in deeper, and impacting the larder-worth of food already inside him still deeper. And damn it, the devilish potion was working its evil magic on him once more, his cock rock hard and hornier than ever. A second mallow, a third. The sweets came hard and fast so that soon Alexander was pushing in two or three at a time. Will felt them jostling inside him, almost as if they were sentient and all pushing for space inside their cramped new home.

Alexander paused as Will grunted and groaned as he yet again was forced to resist the urge to empty his bowels. But as soon as the wave passed, he began again, pushing the sugary confectionaries, one after another up the poor little page boy.

“It’s feeling very full in there now, bitch,” taunted the older man. “I’m struggling even to fit these last few marshmallows in.” He tugged at the boy’s asslips, and slid in another sweet. “You’d better take them all, though. If you fail to fit them inside you, then you lose automatically.”

Will gritted his teeth. He was fearful of what Alexander’s punishment would be were he to lose the contest, and, besides, he desperately wanted to see the smug look of superiority wiped from Raymond’s pretty face in the eventuality that he would be beaten.

“Last one!” declared Alexander. The final mallow was pushed in, and Will could see in the mirror that it was stuck there, a pink, foamy blob protruding from his bottom, unable to make it inside.

“Come along now! It has to go all the way in.”

It was only the Steward’s skilful manipulation of Will’s sphincter that permitted the final recalcitrant sweetmeat to join its fellows in the young lad’s anal cavity.

“Congratulations! You have a talented hole, slut. We must think of further uses for it…”

Alexander licked his lips lasciviously as he rolled Will’s blue hose back up to cover his bum, so that both he and Raymond’s arses were once again encased in the silken garment. “Now, boys. Down you get. You must be stiff and sore from kneeling on the wooden table top all this time…” His knowing expression made it clear that he was all too aware that it was not merely their bodies that were stiff and their knees that were sore.

Raymond and Will moved carefully as they clambered down from the turntable: each dreadfully aware that any sudden movements could provoke an abrupt and unwanted spasm that could see them losing both control of their bowels and the competition.

“Over here!” Alexander guided them to an old and stained rug that had been laid on the floor. “Now – maybe we should see you dance for us. What do you think of that, Master Yorick? Would that amuse you at all? Perhaps something particularly slutty!”

The two pageboys stood trembling before their masters. Alexander’s description of the effect the marshmallows would have on Will’s arse was proving all too accurate. His sphincter quivered and his guts screamed out to him to expel their contents. Will’s sole consolation was that Raymond seemed to be having a similar dilemma in hanging onto his arse’s cargo.

“Stick your bums out, sluts!” ordered Alexander. “Rotate them as if you were common whores. Do your best to excite Master Yorick and me. Perhaps we will be kind if you succeed.”

Both boys, stomachs bulging, began to obey. Will felt ridiculous and humiliated, being turned into a mere erotic object for these two voyeurs. He blushed and cast his eyes to the floor as he ground his arse against the air, in the way he had when Alexander had first fucked him in this very room.

“Play with yourselves! I want to see your hands all over your tights, stroking, caressing them!”

Raymond obliged instantly, lightly sliding his hands over the shiny material of his yellow hose. More hesitantly, Will followed, unused and embarrassed to such lascivious exhibitionism.

“You must both be feeling very full, now. Are you getting close to release? Is the desperation to shit driving you crazy? You must hold on. As long as you can! Remember, the consequences for the loser will be most terrible. And yet lose one of you must. And it will happen soon. Soon one of you will lose control. You can’t hang on forever to the quantity of food that I’ve shoved into you!”

Suddenly Raymond cried out in a mixture of agony and arousal.

Will’s heart leaped. Was that it? Had he won?

In that instant, the biggest cramp yet hit him, and he knew this time he couldn’t control it.

Sure enough, like a dam bursting, his tortured arselips parted, and a flood of food gushed out of him. He dropped to his knees with the intensity of the experience; a low, animalistic, guttural cry emitting from his mouth, just as a thunderous farting sound came from his other end. The wet gungey mess emptied into his clinging tights, and he gasped in pain as the three fat plums shot out of him, one after another, in quick succession.

He felt a terrible mixture of relief finally to be dumping his awful load, and utter shame. Even now, he could not be rid of the obscene and humiliating mess, for his hose kept it all pressed tight against his body. He felt the sensation of his arse’s contents collecting in the garment’s gusset. He looked at his reflection, only to see the blue pristineness of his tights marred by the brown, chocolatey stain blossoming and spreading over his arse cheeks: lumps of banana and marshmallow lodged in the cracks of his arse. The large plums rested heavily by his bollocks.

He panted from the effort. He squirmed in distaste as he felt melted chocolate trickle down his inner thighs, dribbling down the length of his tights and puddling at his knees. His tights sagged slightly as the weight of the gunky mess caused the arse of his hose to bulge. The gunge felt warm and wet and sticky. He uttered a little sob of helplessness and disgust.

“You disgusting little slut,” said Alexander, rubbing energetically at his cock, clearly intensely aroused by the sight of the boy, devastated and spent in his ruined tights. “You’ve filled your hose with all that filthy gooey gunk, and now it’s just lying there, enclosed next to your skin, cooling in the fresh air.”

He turned to his associate. “Yorick, will you check the yellow bitch’s arse?”

“Gladly, Alexander.”

The stocky fellow prodded Raymond’s hole through the stretchy yellow fabric. “He’s clean. No leakage yet,” he reported.

Will felt like sobbing with despair. What awful torture awaited him now?

Raymond’s grin was triumphant even as he held one hand to his stomach, seeking to calm its turbulence.

“It seems we have our victor,” said Alexander. “Wouldn’t you agree?”

Yorick nodded eagerly, leering at Will. “And our loser,” he added.

Chapter 11 - The Wheel of Fortune

Will gulped. The shame was too much to bear. The idea of his boy butt being stuffed with all that delicious food was too humiliating. To be filled up from the wrong end! He could never have imagined such a forbidden and devastatingly perverted thing happening to him.

Alexander began to explain the rules of his kinky game.

“Once the contest begins, I will select which of the items from the dessert plate will be inserted into my victim. As you have noticed, I have positioned my two slave sluts on a turntable. Yorick here will spin the table, and wherever it comes to rest, whichever of your two devastatingly inviting arses lands nearest to my plate of goodies will determine who will be filled up. Once that item has all gone, it will be your task to keep it inside you.

“I will then choose another delicacy, the table will be spun again, and we will continue in this fashion until all the food has vanished up your two bottoms. Your tights will then be pulled up to cover your backsides. Your task will be to try and retain what you have taken up you for as long as possible. The first one to lose control of his bowels and soil himself will lose the game.

“Now, are the rules clear, slave boys?”

Will and Raymond nodded their assent nervously. “Yes, Sir.” “Perfectly clear.”

“Good. Oh and I think we’ll have a generous supply of my magic potion to hand, to assist your arses to be as capacious as possible.

“One last thing. Yorick, would you be so kind as to remove the butt plug from the blue bitch’s arse? I feel that leaving it there would place him at somewhat of a disadvantage.”

The mirrored walls meant that Will had a perfect view of the leering grin on Master Yorick’s face as the older man gently slid his blue tights over the pert roundness of his bum. And he grimaced as he watched and felt the big plug being withdrawn from his rectum, knowing that the relief of having an empty anal cavity would not last very long.

“Excellent.” Alexander in turn peeled down the waist of Raymond’s yellow hose to expose the boy’s pale backside. He slid his long middle finger down the lad’s arse crack, causing him to whimper. “Hmmm… sweating already, boy. That’s good. You’re going to need as much lubrication as possible to take all I have in store for you.”

Will looked at Raymond’s face reflected in the mirror. It was deathly white. Will suspected that his enemy’s arse had not seen a fraction of the action that his had undergone in the mere couple of months he had been at the castle. Maybe he was even a virgin still. Good, thought Will. After all I’ve suffered, see how you like it!

“Now, let me see,” mused Alexander. “How to begin.” His eyes ranged across the heaving platter. “Let us start gently. How do you boys like grapes?”

He grabbed a bunch of green and red grapes from a plate, and selected one, which he popped in his mouth. “Mmm. Very juicy. Nearly as juicy as your arses, in fact. Now, let us spin the wheel and see where Lady Luck decides to land…”

Yorick needed no further encouragement, and he employed his considerable upper body strength to heave the table on its first spin. Both page boys nearly lost their balance as the momentum swang them around. Each managed to right himself, however, Raymond squeezing his eyes shut in the hope he would stave off the inevitable giddiness, whilst Will gawped at the welter of images that assailed him from the many reflections bouncing all around him.

After several revolutions, the whirling table top eventually ground to a halt. Will, his head still spinning, looked up into the devilish good looks of Alexander’s countenance. Success! If he was facing Alexander, then that meant…

“It seems the yellow bitch is to be the first lucky recipient of Lord Geoffrey’s bounty,” drawled the Steward.

Raymond opened his eyes miserably as his fate dawned on him. “Please, Sir…” he mumbled. “Please don’t fill my arse with grapes!”

“Silence, bitch, and take your punishment like a man!”

Will watched as Alexander scooped a handful of whipped cream from a bowl on the platter.

“Observe the kindness of your master! I’m not even going to force you to take them dry!”

And with that, he began to work the cream along Raymond’s slightly fuzzy butt crack, sliding his greasy fingers in and out of his hole in anticipation of what would soon follow. Raymond gasped in shock as the coldness of the cream made contact with his sweating arse.

“That should do I think… Now, there are ten… twelve… fifteen of these little grapes to go up your butt, boy. And you will count them as they go in, do you understand?”

“Yes, Sir,” whimpered Raymond pitifully. “I understand.”

“Good. In we go.”

Will had a prime view as Alexander inserted the first grape into Raymond’s hole. Small as it was, it popped inside him with ease, and the boy’s asslips closed behind it as if nothing had even happened.

“One… Sir…” Raymond stammered.

“Now that wasn’t so hard, was it?” chuckled the Steward. He reached around to squeeze the boy’s tighted crotch. “Ah, but I see your cock is… How fascinating!”

Alexander continued to stuff grapes into Raymond’s yielding orifice. Two… three… four… five…

“Oh these are slipping up you very nicely, bitch. Your hole must have been very hungry. Let me see how full you’re feeling…”

Alexander inserted his finger into the hole, and prodded the grapes further up the slave boy’s rectum. “Ah, good. There’s plenty more room yet.” He chuckled ominously. “There will need to be…”

In no time at all, the final grape had vanished from sight.

“Clever slut,” congratulated Alexander. “A fine start. Now you squeeze your hole tight and keep those grapes deep inside you. Maybe if we leave them inside you for long enough, they will mature into a fine wine. Imagine that – Vin de Raymond. Freshly squeezed from the bowels of a slutty little slave boy…”

Raymond shifted uncomfortably as Alexander spoke.

“And you did not even need to be given some of my special potion. However, I think as our desserts become a little more exotic, you will be welcome of the assistance it affords in relaxing your anus!”

Alexander idly rubbed at his cock through the silver sheen of his hose. Will realised just how much enjoyment Alexander was deriving from this entertaining little game. All his fury at the boys’ behaviour seemed to have disappeared. In a startling moment of clarity, Will wondered how much of Alexander’s strict and severe demeanour was an act: a role to be played depending on the situation and the nature and personality of whichever slave currently happened to be at his mercy.

Will did not have the time to ponder his theory any further, however. Yorick was preparing to spin the table top for a second time. Round and round the boys whizzed. This time, when the platform settled, neither boy’s arse was directly in front of Alexander, but Will realised, with resignation, that his bare buttocks were undoubtedly nearer to the Steward and his table of delights.

“And so to the turn of the blue bitch… And what shall we feed your hole, boy? Do you have a sweet tooth, I wonder? I’ve seen how enviously you eye the chocolate covered candies that you serve to Lord Geoffrey. Maybe it’s time you tasted their sticky sweetness! I have just the thing.”

Alexander selected a bowl from the platter, containing several chocolate eggs – only slightly smaller than the ones produced by the chickens in the yard on Gyles’ farm.

“Quite ingenious, wouldn’t you agree, Yorick?” mused the Steward, biting off the tip of one of the eggs and dipping his finger inside. “Within the chocolate shell, is a white and yellow fondant designed to resemble the contents of a hen’s egg.”

He walked around the table and prodded his gooey finger between Will’s slightly parted lips. “Lick it, slut,” he instructed. “A taste of what your arse will soon be experiencing.”

Will sucked on his master’s long finger. The fondant was sugary and delicious. If only he could consume the chocolate in the conventional fashion…

“I wonder how many I should make you take. The whole bowl, do you think?”

Will shook his head anxiously. “Please, Sir” –

“Perhaps you have a point. They are considerably larger than grapes, are they not? And we want the competition to be fair, now, don’t we?”

 In spite of feigning innocence, Alexander had clearly prepared for this eventuality, and he drew a couple of gamblers’ dice from the pouch at his belt.

“We will allow fate to determine the precise number of eggs you will take.”

The dice tumbled onto the table top. One rested on the number two, whilst the other settled with a ‘four’ facing upwards.

“The blue bitch will have no less than six chocolate eggs forced up his asshole!”

“Oh, what delicious sport this is,” Yorick enthused.

“Perhaps you could stand by with the vial of potion,” suggested Alexander. “I have a feeling the slut might need some assistance.”

Just as Raymond had before him, Will felt his hole being coated liberally with cream. And then the heady aroma of the witch’s potion assailed his senses. Yorick held his head firm so that he could not help but inhale.

“Breathe deeply, bitch,” he ordered him. “Nice and deeply now.”

Will’s head span with giddiness both from the turning of the wooden platform, and from the intoxicating potion. His cock felt huge and engorged, snug in his hose, and he was acutely aware of his pulsing ass muscles as the inevitable pressure arrived at his backside. His sphincter resisted at first, but the force Alexander applied was relentless and before long the tip of the chocolate egg made its way past the barrier.

Will gasped at the sensation. The egg grew wider, stretching his hole as it went. He continued to breathe deeply, the potion flooding over him in waves. And then it was over, as the rounded end of the egg disappeared up into him, and his pussy lips closed around it, sealing it within.

“What do you say, boy?”

“One, Sir,”

“Good slut. Ready for the next one?”

The second egg was pushed in more quickly, and was followed in rapid succession by the third and the fourth.

Will felt the odd sensation of his anus being gradually filled up, the solid eggs jostling just inside him.

“Five,” he grunted, as the next one invaded his hole.

The potion was withdrawn, as Yorick reached for Will’s boycock and tweaked its tip.  Finally, Alexander forced the sixth and last confectionary into his bottom.

“And now, we leave them to melt inside you…” he said. “Or maybe we should give them a little assistance…”

With that, he slipped his middle finger into Will’s arse and pushed the chocolate eggs further up his back passage. Will grunted as they were forced against the tender nub of his prostate. And still Alexander continued to apply pressure. “Nearly there,” he whispered, as he worked his finger back and forth until, suddenly, he felt the chocolate shell of the sixth egg crack, releasing its gooey contents into Will’s rectum. Soon the other eggs, having had longer to melt inside Will’s body also gave way. Alexander swirled his finger round inside the boy’s arse, churning and mixing the chocolate and fondant into a warm goo.

Will groaned at the intimate and obscene nature of the invasion. A bead of precum appeared at his cock and dampened his new blue tights. And then Alexander’s finger was in his mouth, forcing him to lick the chocolatey gunk.

“That’s right, sissy boy. You know exactly where my finger’s just been don’t you? Probing the dark recesses of your chocolatey arsehole. Lick it clean now, nice and clean.”

Will did as he was told, although his stomach churned at the thought that the sweet goo he was forced to swallow had come warm and direct from his arse.

“You disgusting little slut. Maybe I should ensure that you only ever eat food that has been first shoved inside your bum. You’d like that, wouldn’t you, you depraved little shit?”

“No, Sir, please…” Will mumbled in reply.

Alexander snorted. “We shall see…”

He turned to the table. “Now for round three. What next, I wonder?” He reached between Will’s legs and grabbed his balls through the material of his tights. “How about some nice, big, juicy plums?”

 

Chapter 10 - The Tights Thief

Jane was right. The workshop was deserted. Will slipped in through the door, and made his way over to the various wooden chests where Yorick stored the castle’s various uniforms.

His senses whirled as he plunged his hands into the treasure trove of hosiery. There were tights of all colours, all sizes, all thicknesses: from coarse, woollen heavy tights for winter work in the outdoors, through to the shimmering, silken finery that encased the legs and nether regions of the various handsome and well-proportioned young men that Alexander had personally selected to serve Lord Geoffrey.

Will pulled out a pair of particularly gorgeous, pristine white tights. He buried his face into the fabric and smelt their newness. Quickly, he rolled down his own devastated hosiery, and stepped into them. The familiar erotic sensation of having his whole lower body sheathed in the kinkily sensuous fabric washed over him in waves, and his little cock pressed against the waistband: the tight material cutting his arsecrack in two.

He planted his feet wide apart and stuck his bottom out, imagining Alexander was caressing it, and toying with the plug lodged deep inside. He began to work his dick, rubbing it through the tights, and started to pinch his nipples, still sensitive from the attention they had received in the previous night’s gang rape.

All other thoughts disappeared from his mind, as the wonderful feeling of being enclosed in the silken tights possessed him. Slowly but surely, he approached ejaculation, and with what presence of mind he could muster, he slipped his cock out from within the tights so that his eruption would not soil the material.

He was just in time, as seconds later, he let out a low groan, as his cum spattered onto the stone floor of Yorick’s workroom.

A moment to recover himself, and then he regretfully pulled off the white tights, and began to search in the chest for a new blue pair that would best match his ravaged hose.

Eventually, he found what he was looking for. The hue was slightly lighter, and if anything, the size even smaller than his previous figure-hugging garment, but they would suffice. Jubilantly, he rolled his new tights up his muscular calves. Over his thighs, and he was just about to pull them up over his genitals and arse, when a sound made him look up sharply.

The wooden door to the workshop swang open. Will gasped guiltily as he stared directly into the face of the bald Yorick.

Yorick’s eyes opened wide. He looked at the page boy, frozen, with his tights halfway up his legs. Then his gaze wandered to the incriminating pile of cum, drying on the floor. He assumed a grim expression.

“Oh, you’re so fucked, boy…”

He got a spanking, of course.

He was tipped over Yorick’s lap, his head dangling and his arse, now enclosed within his new snugger blue tights vulnerable to the older man’s large, paddle-like hands. Will struggled a little as blows were rained over his arse and thighs, and he cried out when a particular heavy slap landed on him. Yorick seemed particularly keen to aim as many thwacks as possible on the inviting target of the butt plug. And each time he did, it sent a jolt right up the centre of Will’s body.

Every so often, he would squeeze Will’s bollocks hard through the blue hose, chuckling to himself. And again, the attention on his body, the humiliation of being put over another man’s lap for a spanking, and the rubbing of his bare chest and arms against the thick muscles of Yorick’s thighs through the silky sheen of his tights, caused Will to become aroused once more.

Finally, the spanking came to an end.

“You’re lucky I’m a busy man, or your punishment would be far more protracted,” Yorick growled, as he pushed Will from his lap to the floor. “But we don’t take kindly to thieves in the castle – especially ones that are clearly as perverted as you, little slut.”

Will tried to cover his erection with his hands, not wanting to provide Yorick with evidence that his words were all too true. But the devastatingly tight material showed all too clearly the outline of Will’s erect and throbbing penis.

“Now go and get yourself washed, bitch boy. You smell like a brothel. And be warned – you’ve not heard the last of this…”

The next week was a strange one for Will: a peculiar sensation: a kind of calm.

Yorick’s threat remained unfulfilled. Will presumed that he had either decided that the spanking he had inflicted on him was sufficient to punish Will for his transgression, or that in the whirl of Yorick’s daily tasks, his little bit of burglary had been forgotten about.

The other lads in the dormitory went back to ignoring him, apparently sated after their frenzy of lust. Will suspected that more than one of them was ashamed of what their sexual desires had led them to, and that they would rather not be reminded of the pleasures they had experienced in the use of his young boy flesh.

Raymond remained as impossible to work out as ever. He continued to bully and torment Will, and the morning enemas continued as per Alexander’s instructions. Yet something of the venom that he usually directed at Will seemed to have gone. And every so often, just when Will thought that Raymond genuinely regarded him as something lower than an insect, the older page boy would show a moment of tenderness towards him, and kiss his lips in a way that caused a welter of confusion to course through Will’s mind and body.

Of Jane he saw little or nothing. A kindly look or conspiratorial wink was all the two dared exchange as they flitted around the castle on their various duties.

Indeed, much of the talk of the castle was of war and turbulence abroad. There were rumours that the King would be taking an army across the seas. If that were to happen, Lord Geoffrey would undoubtedly be summoned to join him, and to provide men as part of the fighting force. And no one was eager for that to happen.

“Master Alexander wants to see you,” Raymond informed him that evening. “And I am to take you to him.”

Will gulped. It was the moment he had been dreading. Had Yorick gone and informed the Chief Steward of his moment of madness in the tights chest?

“Wh - why does he want to see me?” stammered Will.

Raymond regarded him smugly. “I imagine he’ll want some kind of progress report on your training. I didn’t think it fit to question Alexander’s motives. We’re to report to him at eight.”

Any hope that Alexander would be unaware of his misbehaviour vanished as soon as Will entered the familiar chamber. To one side of the room stood Master Yorick, his vast leg muscles encased in serviceable black tights. He had the look of an executioner, thought Will grimly.

Alexander himself looked more handsome and masculine than ever. Arrogance and power exuded from him like a scent. He was richly dressed as ever, in a black and silver padded doublet, and gorgeously fine, shimmering silver hose.

Will stood before his master, his stomach turning over, his hands clasped behind his back in a show of submission, his head bowed in disgrace. What was in store for him this time? Would he be evicted from the castle, and returned to a homeless, ruined and resentful family? Or would Alexander make good on his threat to punish young Jane for Will’s waywardness?

“You never learn, do you, boy?” Alexander’s powerful baritone began. “I have offered you every opportunity by taking you from your hovel, and allowing you to better yourself here in the castle. And yet at every turn, you are wilfully disobedient. I had hoped that Raymond here would be able to instil some respect into you, and, instead, I learn that you have now added theft and the destruction of castle property to your multitude of transgressions.”

Alexander reached into a drawer of his desk and pulled out a small leather pouch. Emptying it onto the table, he picked up and displayed its contents: the tattered remnants of Will’s blue hose.

“So, bitch. Would you care to tell me how your beautiful tights ended up in this condition?” And with that, Alexander flung them at Will’s face.

Will bit his lip, only too aware that Raymond was standing just behind him, listening intently to every word he said. He made his decision. Alexander was clearly going to punish him anyway, and his life wouldn’t be worth living if the other page boys discovered that he had revealed to the Chief Steward all the sordid details of their debauched orgy.

“I don’t know, Sir,” he mumbled.

“You don’t know…” Alexander repeated, with a dangerous edge to his voice. “You don’t recall how the arse of your tights ended up ripped to shreds?” He rose to his feet and strode across the room, and grasped Will’s cock and balls in one hand, squeezing and lifting the boy so that he was dancing on tiptoe.

“You’re a fucking liar, bitch.”

Will’s face creased in pain as Alexander’s grip grew even tighter.

“Do you still refuse to tell me?” he demanded.

“I can’t, Sir, please…” Will pleaded.

The Steward let him go. “Very well. But you know will suffer for this, don’t you, tights slut?”

Will nodded his head miserably. He turned to look over his shoulder to see Raymond smiling smugly, thoroughly enjoying every moment of his suffering.

“Young Raymond. You tell me. How did this sissy boy’s hose get to be destroyed?”

The dark-haired lad sighed theatrically. “I wish I knew, Sir. I fear there are no depths to which his depravity will sink.”

Alexander’s eyes narrowed. “I gave this boy into your instruction, Raymond. Are you telling me you have been neglecting the task I issued you?”

Raymond’s cockiness faltered. “No, not at all, Sir…” he stammered.

“With rights come responsibilities, young Raymond. I hold you responsible for the behaviour of this bitch. And it seems to me you have failed me most spectacularly.”

The page boy’s lower lip began to tremble. “What could I do, Sir? He’s an animal, used to living his life in pig swill. How could I hope to instil any civilisation into him?!” Raymond’s voice began to sound slightly hysterical.

“Such weasel words ill become a young gentleman of your position, Raymond,” purred his Master. “And as neither of you will tell me the truth of how good Master Yorick’s fine handiwork was so shabbily treated, it seems I must needs find other methods of discerning who is to shoulder the blame.”

His words hung in the air of the richly furnished chamber. Yorick rubbed his hands together gleefully, whilst Alexander’s expression remained cool and unfathomable.

Alexander turned to Yorick. “Good Master Yorick, as it is you whose work has been insulted and whose floor has been defiled by this filthy creature, I would be most grateful if you were to assist me in the administration of the punishment.”

Yorick nodded enthusiastically. “Oh, you know me, Alexander. Only too happy to help.”

The Steward smiled. “Would you be so good as to send a servant to the kitchens and ask Mistress Olwen to send up my order?”

“Of course, Alexander.”

The stocky bald man hurried from the room, and Alexander turned his attention to the two nervous lads before him.

“Step forward, both of you,” he commanded.

Reluctantly the two page boys, one blond, one dark did as they were told.

“Now, take off your waistcoats, your belts and your pumps. I want you naked apart from your tights.”

The youths did as they were instructed, removing their clothing so that they stood bare-chested before their master, clad only in their sensuous hosiery.

“Now, follow me into my bedchamber.”

Raymond shot a look of fierce hatred at Will as they did so.

The room had undergone some slight transformation since Will had last been used and abused for the pleasure of his master.

Where once the only reflected surface had been the vast mirror above Alexander’s bed, Will now saw that the entire room was covered with looking glasses, so that wherever one stood within it, various images bounced and reflected around. As he gawped at the expense such furnishings must have cost, Will saw that in the centre of the room, where Alexander’s grand four poster bed had stood, there was a large wooden table. It stood about four feet off the ground, and the table top was a wide, circular platform. Although Will couldn’t immediately work out how it would be used, he knew that it would involve him being sexually humiliated. Also, given the time it would have taken to construct and to transform the bedchamber, he strongly suspected that Alexander must have been planning this particular little perversion for some considerable time. Hating himself for it, his cock gave an involuntary twitch at the thought.

“How pretty the two of you look,” drawled Alexander. “My two little bitch boys: one blond, one dark: one dressed in blue, the other in yellow. Oh I’m going to enjoy issuing retribution very much!”

He came up behind the lads, and simultaneously caressed their tighted butt cheeks, Will’s with his left hand, Raymond’s with his right.

“That plug still lodged nice and deep inside you, boy?” he asked Will. “Don’t you worry now, we’ll have something else to stick up there instead before too long!”

He let out a mirthless laugh. “Now, queer boys. Get up on that platform. I want you both on your hands and knees, arching your backs so your pretty little arses point up right in the air. I want you side by side, but facing opposite directions, so that your face,” he prodded Raymond in his arse crack, “is level with this one’s bottom. Do it. Now!”

The youths did not wait around. They clambered on top of the table, and assumed the positions Alexander had demanded of them. It was not as easy as it looked, as they discovered that the top of the platform was loose and rotated a little as they climbed onto it.

Will glanced to his right at the yellow tighted arse of his fellow slave boy and wondered what was in store for them. Whatever it was, the multi-mirrored walls would ensure there would be no avoidance of their ordeal. They each would see it all. Once again, Will found himself cursing the stiffness of his cock, sheathed in his silken blue hose.

There was a knock at the door of the bedchamber.

“Enter!” called Alexander.

The door opened and Yorick appeared, ushering a couple of serving girls. Will was surprised to see that they had brought in a massive silver platter, ladened with the fruits and sweet delicacies that it was his duty to serve to Lord Geoffrey every evening.

The platter was deposited on a table at the side of the room, the girls dismissed, leaving the two older men, and the two boys alone.

Will waited, already becoming rather uncomfortable in the crude position he had been forced to adopt.

Eventually Alexander deigned to give them an explanation. “I have devised a particularly cunning and rather excruciatingly delicious game of chance,” he declared. “To decide which of you will take the blame for these revolting misdemeanours, we are going to have a little contest. The loser will be punished, whereas the victor, because I am a kind and lenient master, will receive a delightful reward…”

“You see here the expensive sweets and desserts that Lord Geoffrey enjoys so much. You are, each in turn, going to be fed these exquisite fancies!”

Will gasped in delight. He would get to taste the delicious sugary treats! This did not sound like such a terrible punishment after all!

“Quite simply, the winner will be whichever one of you manages to consume the most!”

Better and better, thought Will. He felt as if he had spent his whole life half famished! He was sure he could eat more than the pampered Raymond who had surely never known starvation.

“You can wipe that simpleton smile off your face, bitch,” Alexander admonished him. “You won’t be eating these goods in the conventional way. Every last one of them will be going up your tight little boy-arses!”

Chapter 9 - Lights out in the Dormitory

The days passed, and if it were possible, Will managed to fall into a kind of routine.

The purge remained by far the worst part of it all. Raymond continued to take a wicked pleasure in forcing more water up Will’s arse than he thought possible. But as the novelty wore off, fewer and fewer of the castle’s residents turned out to observe his daily humiliation. Unfortunately, this fact seemed to annoy Raymond even more: as if the dwindling audience was somehow a reflection on his skills as an entertainer. As a result, Raymond was even surlier and crueller than usual in his treatment of Will. Will could tell that Raymond was planning something. He didn’t know what it would be, but he was sure that it would only mean ill fortune for him…

One thing Will did notice and which puzzled him was that, every day, regular as clockwork, a silhouetted figure appeared in one of the castle’s shortest, squattest towers. The figure remained for as long as Will’s daily enema lasted, and, as soon as Raymond had instructed him to wipe his arse, pull up his tights and get back to work, the figure vanished. Will had no friend to ask about the identity of the mysterious observer. He had not even seen Jane since his public humiliation. Although, truth be told, that was rather a relief. He wasn’t sure if he could bear to see again that pitying look of disgust on her sweet face.

The rest of his time was spent in a pretty monotonous fashion. He was ordered hither and thither by all and sundry. Raymond continued to insult him in ever more imaginative and degrading ways. And he still got butterflies in his stomach every time the evening came and he was required to wait yet again on the saturnine Lord Geoffrey.

At least, and to his relief, Master Alexander almost seemed to have forgotten about him. He appeared to be pretty well occupied with whatever duties kept him in the dungeons. And given the frequency and intensity of the screams emanating from that area of the castle, Will reckoned the less he knew about that the better.

It had been a day much like any other. Raymond had sent him to fetch some materials to Master Yorick’s workshop. This had entailed the customary grope of his tighted arse that Yorick demanded every time he saw him. Will was finding he didn’t really mind – indeed, he was almost becoming used to being regarded as a mere commodity – a pretty body for anyone to fondle if they fancied it. Besides, any time spent away from Raymond was a blessed relief.

The dormitory he shared with all the other young men of the castle was dark and hushed as he entered it. It wasn’t particularly late, but Will had no desire to incur the wrath of his dorm-mates. He sank heavily onto his straw pallet and pulled his waistcoat over his head. He slipped off his leather pumps and was about to remove his tights when, in an instant, a large hand covered his mouth and nose. He made to turn, but his attacker wrestled his arm behind his back in a painful lock position.

Will began to panic. The hairy, sweaty hand was smothering him. What was going on? Was this the latest of Raymond’s tricks? But the stranger who held him tight against his body was bigger and burlier than the lithe Raymond…

Just as he thought he would surely slip into unconsciousness, Will felt his attacker release his grip. Will spluttered, getting his breath back, and found himself flipped over onto his back on his crude bed.

As his head hit the makeshift pillow, he found himself straddled by his assailant. The enemy sat heavily on his stomach, and pinioned Will to the bed by his wrists. Will gazed up, still disoriented.

“Jonah?”

Sure enough, the heavily muscled and brutish Jonah, the smithy’s assistant, leered down at him.

“I – I don’t understand!” pleaded Will.

And then, unsurprisingly, the silver-tongued Raymond appeared over Jonah’s shoulder. He looked down at Will with contempt in his eyes.

“You know how strict Lord Geoffrey’s rules are about boys pleasuring themselves in the castle. And you also have first hand experience of how quickly gossip spreads… And you have here a room full of twenty or thirty young men, testosterone oozing from every pore, and no way of releasing that sexual frustration.”

Raymond paused for effect.

“And into this melting pot, comes a pretty little blond bitch like you. The lowest of the low. With two rosy lips that will take a cock very easily, and an arse that any one of the boys here can easily imagine is the pussy of a kitchen-maid. So what do you think is the inevitable consequence of this set of circumstances? You’re going to be our sex toy, tights slut. All night long. Every one of us is going to use you. Rape your mouth. Rape your arse. And you’ll lie back and take it. And you’ll take it whenever we want to use you. Because there’s nothing you can do to stop it. And don’t try telling anyone about it. Who the fuck do you think will believe your word against all of ours? And if we find out you have told anyone, then you’ll suffer even more…”

Will blanched in fear. The future stretched out before him. A nightmarish vision of night times spent servicing the sexual needs of all these frustrated young men. Suddenly the thought of being back home, starving with the goats in his hovel seemed a very alluring prospect. So why had Raymond’s speech, combined with the pressure of Jonah’s body on top of his, caused his cock to spring to a full erection?

The next few hours all passed by in a blur.

Too many hands, feet, faces, tongues.

His body was groped, his nipples squeezed. Youth after youth queued up to pull down the waistband of their tights and force their red, swollen pricks between his lips. He lost count of the times he was forced to gag on their man meat, pushing down into his throat.

His muscly legs, covered in the erotic silken tights, were spread and held down firmly. He felt tongues licking and lapping up the inside of his thighs.

His cock throbbed – and then nearly burst into eruption as he felt the soft wet touch of one of the boys lips upon it, tongue swirling round his tortured cock head, causing him to moan in frustrated ecstasy.

Suddenly, his face was being smothered. He couldn’t tell who it was but one of his fellow pages decided to sit on him, forcing Will to smell the ripe scent of the youth’s ass through the silky fabric of his tights. The tighted butt was ground relentlessly into Will’s face.

And whilst this was going on, Will felt a sensation at his own arse. The omnipresent butt plug was being withdrawn. But its remover was clearly in a frenzy of lust and had no thought of doing so with any care. Will was helpless as he felt the fine, delicate material of his tights being ripped by his abuser. The tear in his hose gave sufficient access to his asshole. He prepared himself for the onslaught of mancock that would surely follow.

But he was to be surprised. Instead, his ass was assailed in altogether gentler fashion. He felt the tip of a tongue flicker enticingly against his bumhole, darting in and out teasingly. And then, the ecstasy of penetration. The tongue probed deeper and deeper, licking, the teeth gently nibbling. If only there was still pressure on his cock, Will would surely have ejaculated there and then. But for now, his prick was left bobbing impotently. He whimpered miserably.

“Shut him up!” came a cry.

“Use the plug!” yelled another lad.

And sure enough, the big leather dong was passed from one to another and unceremoniously shoved between his lips to gag him. He had to gawp widely to allow its entrance. Will could taste the plug, still warm from being inside him, his ass juices coating the surface of the tortuous instrument.

Meanwhile, there was no let up to the assault on his body.

The tongue at his ass was now replaced by a cock, rammed hard and merciless up his boy-butt. His body bucked and convulsed as he was fucked. Simultaneously, the plug was removed and another cock was forced between his lips. He had no choice but to take it deep. And no matter how he writhed or struggled, his body was held fast by captors at each of his limbs, and by the weight of one or more pages sitting astride him.

Then a change of position as he was flipped onto his front. Hands encircled his waist and pulled his backside high in the air, whilst his face was buried in the bed. The fucking continued, and as one youth cried out in the fullness of a deep and long-lasting orgasm, he felt the cum flood inside him.

As one softening cock withdrew, Will felt another take its place.

And then a tongue flickered sensually in his left ear. Warm, heavy breathing, and then Raymond continued to taunt him in the merest whisper.

“You enjoying the attention, bitch boy? Being used like a stud. A piece of meat. Just a couple of holes for us to make us of. Your tights ripped. Your ass invaded. You’ll take all of the boys in here by the end of the night. You’ll be filled up with their cum. One way or another. Either down your mouth or up your ass. And you know what, slut? You enjoy it. You know you do. It’s all you’re good for. Just to take real men’s cocks. You’re no better than a spread-legged whore. A filthy slut that we could only find in the dirtiest alleys of the most depraved areas of the kingdom! You might writhe, and moan, and struggle, and protest. But that only turns us on all the more. It’s our pleasure to see you suffer. Your pretty pink lips. Your pretty pink ass. This is your destiny, slut. We’re going to breed you. Like a stud pony. Your whole purpose is to please us. Stick you away in the meat locker for the rest of the time, tied up, hanging there in your sticky, sweaty, ripped tights. Fetched out whenever we feel like it. And then left there the rest of the time. Our sweat and our cum drying on your body. With only the huge butt plug filling your ass for company…”

And with that, Will’s body was flipped again, so he was on his back, gazing up in pain and terror into the eyes of his latest rapist.

Raymond leant forward and grabbed Will’s cock. The mere touch had the desired effect, and in an instant, it jerked and erupted – pumping thick white boy cum in streaming arcs over his head. Almost as if this were a signal, the other servant boys surrounding the bed, took their cocks out of their tights and began pumping away. Most had already cum once this night, but the sight of the delectable Will, helpless, naked save for his tattered blue hose, sweaty, and writhing on the bed, drew yet more cum from the ensemble.

Ropes of white semen splattered onto Will’s prone body, splashing onto his torso and his legs, mingling with his and the others’ sweat, further to stain the blue of his hose.

The sound of his fellows’ laughter rang in his ears as the others gradually slunk away to their beds.  “Fucking  bitch…” “Nothing but a tights slut…” “Did you see? His cock stayed hard the whole time…”

Will just lay there, panting, exhausted, spent. With dismay, he felt a steady dribble of cum oozing from his asshole.

Raymond’s cooing voice returned. “Ah poor little bitch boy… Totally fucked and used up.” He tutted. “Mustn’t forget this now, must we? Where would our little tights slut be without his favourite toy up his bum?”

Will uttered a low moan, and a hissing fart escaped from his ass as Raymond retrieved the plug from the straw-strewn floor and pushed it back inside him.

And then, unexpectedly, he planted a gentle kiss on Will’s mouth. Will’s lips parted and he allowed Raymond’s tongue to slip between them, and swirled it round. Will responded, his boycock hardening in an instant.

“Sleep well, tights slut.”

And he did.

He woke up several hours later. Most of the other youths had already begun their working day. Will lifted his head and looked over to Raymond’s bed. Good. The older boy was still fast asleep. It had been quite a night for all of them.

Will found himself aching all over.

His arsehole was dry and sore from the multiple fucking he had received – and the ever-present butt plug was only adding to his discomfort. He ached all over and he stank of male sweat and cum. Dried patches of semen covered his upper body, and he looked down in dismay at his ruined tights. He gingerly got out of bed and realised the entire seat of his beautiful hose was ripped to shreds, leaving his pert bum gaping out of the material.

What was he to do? He was due to serve at Lord Geoffrey’s table this evening: the idea that he could do so in this state was unthinkable.

He realised he had only one choice: go to Master Yorick’s workshop, and beg him to provide him with some new blue tights. He had no doubt that the lecherous Yorick would extract a price from him, but he knew that would be infinitely preferable to the alternative should Alexander see him in this state.

Quickly, he pulled on his waistcoat and pumps, and tip-toeing past the sleeping Raymond, he made his way to Yorick’s workshop.

He’d been in the castle for well over a month now and was beginning to learn the back passageways and secret routes, so Will hurried down these in the hope he would pass none of the other servants.

Suddenly he heard footsteps coming towards him. He turned his back to the wall and stood still, hoping to shield his naked arse from view. His heart sank as the familiar, petite form of Jane, his sweetheart, turned the corner.

“Oh!” cried the girl. “You startled me!”

“I’m – I’m sorry,” mumbled Will. He stared at the ground, unable to look her in the eyes. Knowing that she had witnessed his first enema session – that most intimate and obscene of public humiliations.

Jane could clearly sense his embarrassment. “I think you’re very brave, Will. There aren’t many boys who could put up with what you’ve been subjected to every day since you arrived here.”

Will looked up at here with hope in his eyes. “You really mean that?”

She nodded eagerly. “I have to hurry, but, quick, kiss me.”

Will did not need to be asked twice. Their lips met, and Jane reached around his body to hold him closer. Too late! Her hand rested on his naked arse. She pulled it away in surprise.

“What - ?” she began.

Will went scarlet. “I had an accident,” he said helplessly.

“Turn round. Let me see how bad the damage is.”

Will turned his back to her.

“Oh dear,” she said. “Your tights are ruined!”

Will could only mumble his agreement, aware the girl was drinking in the sight of his naked bubble butt, framed in tattered hose: the large leather base of his butt plug protruding from between his pale ass cheeks.

“I have just come from Master Yorick’s workshop,” she told him. “He’s not there – off gossiping somewhere. If you hurry, you have time to slip in and find a new pair of tights. No one will be any the wiser!”

Will nodded, relieved that his aching body might be spared yet more sexual abuse.

The girl kissed him on his forehead. “Now – hurry! Before anyone else sees you and before Yorick comes back!”

Chapter 8 - A Pole and a Purge

There it was. The guards had moved it into position directly beneath Darius’ vulnerable hole.

A long wooden pole, with a heavy metal base at one end, and at the other, a long, thick, black leather dildo. Alexander casually smeared the dong with some form of lubricant. “Bacon lard for a pig’s arse,” he whispered.

In his current position, Darius was safe. The head of the dildo was a good three or four inches shy of his asshole. But he could see in his reflection that were the leather dildo to slip inside him he would be skewered painfully.

“You can’t do this to me!” he demanded.

Alexander merely laughed. “Oh I think you’ll find I can. And you look so hot right now, in your slutty outfit, your face smeared with paint, and that big leather cock ready to penetrate your arse.”

He nodded to the guards. “Pull the blocks apart a little.”

His lackeys did as he instructed, and Darius instantly saw what his captor’s plan was. As the blocks were separated, his stockinged feet were forced into a wider stance, causing his torso to sink. Now his arse hole hovered perilously, a mere inch or two above the brutal phallus.

“You merely postpone the inevitable, Arab,” spat Alexander. “Why not let that pussy ass of yours sink onto the dildo. I promise you it will feel good.”

“Never!” yelled Darius.

“Insolent bitch! Guards – further apart!”

The blocks were pulled further in opposite directions. Now Darius was forced to stand on the very extreme of his tiptoes, his considerable leg muscles straining within their slutty hose. And even so, he could feel the head of the leather cock nudging at his anus. He gritted his teeth. He was determined not to give his enemy the satisfaction of seeing his butt penetrated.

“Nearly there, now…” murmured Alexander. “I tend to find all the fight goes out of you bitches once they’re stuck on the end of my pole…”

“I – will – never – submit to you!”

“Oh, never’s an awfully long time, you know. And I think your hole must be feeling rather hungry by now. Guards – you know what to do!”

The blocks were moved apart once more, and this time there was nothing he could do. Although Darius strained every sinew to prevent it, the inevitable happened, his stockinged legs spread wide, his body sank, and the massive head of the dildo slipped inside his arse.

“Aaaaargh!” he yelled.

Alexander reached across to grab his slave’s cock, and began to pump.

“It seems you’re enjoying the experience more than you let on,” he crowed, as the Arab’s cock began to harden and lengthen.

“Curse you! Curse you to Hell!”

“Oh you’ll soon learn the true meaning of Hell, slave bitch!”

Mustering all his effort, Darius gripped the chain that manacled his hands together and began to pull himself up.

“Mmmm,” murmured Alexander. “Very nice. Yes. Yes. Fuck yourself on that big leather dong…” He rubbed at his own cock appreciatively.

Sweating with pain and exertion, Darius managed to lift his body high enough, and with a smooth pop, the head of the dildo emerged from his yielding butt cheeks. He glared defiantly at Alexander.

“You can’t maintain that position forever,” taunted the Steward. “Even a dumb hunk of muscle like you will weaken eventually. And when you do, that big long cock will be ready to slide all the way into you… And I’ll get to see my whore impaled on a fucking fake prick. Skewered like a piece of meat…”

The wooden blocks were yanked even further apart, and sure enough, as Alexander had predicted, Darius’ arm muscles began to tire and weaken. The weeks in captivity and lack of food were taking their toll on him. Desperately he tried to cling on, but then a cramp hit him in his arm, and he had no choice but to sink down, lower than before. The dildo sank even deeper within him. Again he cried out at the intense pain of penetration.

“My beautiful slut bitch, made up and dressed up in her slinky stockings. What a sight. How I wish the men you commanded in your army could see their butch captain now!”

Again, Darius tried to pull himself up, but he was weaker now, and all his efforts served to do was to fuck his arse on the leather prong. He couldn’t manage to get himself high enough to escape the evil phallus altogether, and each time he sank onto it, it went deeper and deeper inside him.

As he writhed and struggled, Alexander worked his cock through the gap in Darius’ hosiery.

“This is turning you on, slave, isn’t it? In spite of yourself! Maybe we have found your true vocation. To be dressed like a street whore and to have your arse relentlessly ploughed. You want to cum, don’t you, bitch? You really want it!”

Darius hated himself for it, but the weeks of sexual frustration that slavery had brought were all coming to a head. If only he could be allowed to cum now that would be some kind of release.

“Get into position, men!” instructed Alexander to his guards. “When I say the word…”

Darius looked about him in confusion as the lackeys stood by each of the wooden blocks that he was balanced precariously atop.

Just as he found his ejaculation building, he heard Alexander issue the command. “Now!”

Simultaneously, the guards kicked away the wooden blocks that had supported Darius. Immediately his body slumped all the way down, sinking to the floor, so that the cruel dong shot up, deep inside him like a lightning rod. And at that precise moment, he yowled like a tortured animal, as his cum streamed from his red cock in massive loops across the torture chamber.

The Arabian’s scream reverberated around the stone walls of the castle, and its varied inhabitants paused for a moment as they pondered what Alexander might be doing with his latest acquisition.

The moment was brief, however, for now their attention returned to the matter in hand. Young Raymond had let it be known to anyone who cared the precise details of his latest task. So by know, quite a crowd had gathered to see Raymond lead the blushing Will into the centre of the castle courtyard.

Raymond had attached a leash to Will’s leather collar, and he tugged at it as if Will were a mere dumb beast. Will stumbled along behind him, hurrying to try and keep up with Raymond’s longer stride. He was painfully aware of the whispering sniggers from the crowd that had gathered to observe his humiliation. He only hoped that sweet Jane might not be there, but he didn’t dare to look up in case she were.

Raymond came to a halt at the side of the well. He cleared his throat and addressed his audience.

“Friends!” he called warmly. “It is good to see so many of you gathered here to witness this little brat finally being put in his place. He needs to learn that in comparison with his betters, he is no more than a stinking animal. Master Alexander has instructed me to wash him both outside … and in!”

Raucous laughter burst out from the onlookers.

Will gulped and clenched his fists in shame.

“Now, sissy boy,” hissed Raymond. “Bend over the edge of the well.”

Will hesitated but obeyed, lest he enrage his new enemy any further. The brick rim of the well was high, so he had to stand on tiptoe to try and manage it. In the end, he had to haul himself up with his hands, balancing his chest across the brickwork. His blond hair flopped in his eyes, as he gazed into the murky damp of the well. His feet dangled some distance from the ground, and he was painfully aware of his hose-clad butt sticking out, inviting and vulnerable as his legs hung in the air.

“That’s quite an arse!” came a cry from the crowd.

“I’ve got something in my tights that will fill you up good and proper, page boy!” called another.

The crowd shrieked as if it were the wittiest thing they’d ever heard.

“Hush!” ordered Raymond. “No one may touch the bitch without my express permission! Alexander has placed it in my personal responsibility!”

Will was aware of a sullen muttering, suggesting that Raymond’s arrogance was winning him few friends. But these thoughts were dashed from his mind, as he felt Raymond’s eager fingers tugging at the waistband of his hose.

“Let’s get some air to the bitch-boy’s pussy!” the older boy declared.

And with one swift movement, Will’s silken blue tights were yanked down: just far enough to keep his legs encased, so the waistband nestled just below his arse cheeks.

Will felt the morning breeze caress his naked skin. However, the next sensation was not so gentle, as Raymond grabbed the base of the large plug that was still lodged deep within him, and pulled it from his boyish bum.

“Owwww!” Will couldn’t help but cry. The plug had become lodged so firmly within him. And of course his audience laughed even harder and more harshly.

His arse felt empty for the first time he could remember, and he felt the air on his swollen arse-lips.

Suddenly, Raymond was whispering in his ear. “Don’t worry, fuck-boy. Your cunt won’t be left empty for long…”

Raymond was as good as his word. Will was in no position to see what was to happen to him, so all he could rely on was his sense of touch. He felt a cold metal nib pressed against his puckered anus. A slight grunt of exertion from Raymond, and Will gasped in shock as ice cold water flooded up his backside and into his stomach.

More laughter from the crowd, delighted with Will’s shocked reaction to the enema. He had only been dimly aware of what Alexander had meant when he had promised him a daily purge. Now the reality sank in. What he would later learn was that Raymond was operating a curious contraption, made of two wooden paddles, joined together with concertina’d leather, to form a kind of bellows. Raymond drew water into the bellows, freshly drawn from the icy depths of the well, and then, bringing the wooden paddles together, forced the liquid into Will.

The bellows were withdrawn, refilled, and once again, Will received a quantity of water into his fundament. Will’s head span with the humiliation of it all. He no longer had any control over what went in or out of his ass.

“We’re going to fill you right up to the brim, bitch!” said Raymond gleefully.

A third squeeze, and now the water in his stomach made it very uncomfortable for Will, lying flat against the bricks of the well wall.

The bellows were withdrawn again.

“You squeeze those ass muscles, tight, now,” taunted Raymond. “If you let even a drop of that water escape from your arse, I’ll belt you till you bleed!”

Will desperately did as he was told, and tried to tighten his sphincter. He had no desire to soil himself in front of the population of the castle. Once again, he hoped dearly that Jane was busy elsewhere at this moment.

Another flush of water entered him, and now the danger began. A sudden cramp hit him in the stomach, so that he cried out in pain. His body desperately wanted and needed to expel the large amount of water sloshing about inside his belly.

“Awww,” said Raymond in mock sympathy. “Is the little tights bitch getting cramps?” His tone became harsh. “Tough shit. Pucker up and get ready for another blast!”

As good as his word, the next dose of water came more viciously than any before.

“I’m in trouble now,” Will thought to himself, unable to see how he could possibly retain this quantity of water within him. The ice coldness had made his asshole numb, and so it was harder than ever to try and control it and keep the liquid inside.

Just then, another wave of cramps hit, and Will began to pant heavily with the effort of not doing what every muscle in his body was telling him to: relax his asshole and let that painful, torturing water flood out of him.

“I think that’ll do for now,” said Raymond, casually. “You’re only a novice after all…”

Will was manhandled down from his exposed position, and allowed to stand unsteadily on the ground.

His belly bulged, distended with the water inside it.

“Will you look at that!” jeered Raymond. “This bitch does love to be punished. A public enema in front of the whole castle – and his dick is rock hard!”

Will blushed crimson. It was unmistakeably true. With his blue tights still half way down his legs, and in spite of the gurgling and cramping in his stomach, his cock was standing upright and proud regardless.

A solitary tear escaped from Will’s eye. The humiliation was too much, too extreme. He just wanted to go home.

But there was to be no such respite.

“Pull up your tights, you disgusting little pervert!” ordered Raymond. “There are ladies present!”

As soon as he did it, he knew it was a mistake, but instinctively Will looked up to see the crowd. Sure enough, in amongst the mixture of amused and repulsed faces, he saw Jane’s pretty little face gazing at him with a mixture of pity and distaste.

“I said pull up your tights, bitch! Or do you get some kind of weird kick out of displaying your pathetic excuse for a cock to everyone?”

Will fumbled for the waist band of his hose, and quickly tugged them up, to give him the semblance of some kind of modesty.

“Now, we’ll go into the field. And remember, you keep all that water deep inside you. If I see even a spot has leaked into your tights, there’ll be trouble!”

Raymond grabbed the leash again, and tugged. Will set off, bent double and walking in an awkward, spread-legged fashion: his thighs turned out and his ass sticking out as his belly wobbled and rumbled. He prayed desperately that he could retain enough control of his muscles not to leak into his hose.

The walk seemed interminable, especially as he was hit with a fresh wave of cramps midway, and it took every effort of will not to shit himself there and then.

Eventually, Will and his tormentor made it beyond the castle gates and into the fields.

Raymond yanked Will’s tights down to his ankles.

“Get on your hands and knees where you belong!”

Will did so, his arse sticking up high in the air.

He gritted his teeth. And waited. And waited. Would permission never come?

And then finally, the relief…

“Go on, then, bitch. Let your enema out. Now.”